反应详情

A slurry of 1.50 g (2.64 mmol) of (2S,3R,4R,5S)-2,5-bis-(N-Cbz-amino)-3,4-dihydroxy-1,6-diphenylhexane in 50 ml of anhydrous dichloromethane was cooled to 0° C. and treated sequentially with 0.43 ml of methanesulfonyl chloride, 64 mg of 4-dimethylaminopyridine and 1.1 ml of triethylamine. The resulting mixture was stirred for 15 h with the temperature being allowed to slowly climb to ambient temperature. After treatment with aqueous NH4Cl, the separated organic layer was washed with aqueous NaHCO3, dried over MgSO4, and concentrated in vacuo to provide 1.70 g (90%) of the desired compound, m.p. 153°-155° C. 1H NMR (CDCl3) δ2.73 (m, 2H), 2.92 (m, 2H), 3.09 (s, 6H), 4.61 (m, 2H), 4.83-5.06 (m, 8H), 7.12-7.37 (m, 20H).

1. customto slowly climb to ambient temperature
2. washAfter treatment with aqueous NH4Cl, the separated organic layer was washed with aqueous NaHCO3
3. dry with materialdried over MgSO4
4. concentrationconcentrated in vacuo